Tubular organization with coiled ribbon from amphiphilic rigid-flexible macrocycle

J Am Chem Soc. 2006 Mar 22;128(11):3484-5. doi: 10.1021/ja057823e.


We have synthesized an amphiphilic rigid-flexible macrocycle (fcoil = 0.68) consisting of hexa-p-phenylene and aliphatic polyether chain. The macrocyclic molecule in bulk state self-organizes into a 2-D body-centered rectangular structure (a = 4.3 nm and b = 6.3 nm). In aqueous solution, the macrocycle self-assembles into well-defined ribbonlike aggregates with a rod tilt relative to the ribbon normal at the initial stage. These elementary fibrils are further coiled to form a tubular structure consisting of coiled ribbons with a uniform diameter of about 20 nm and a regular pitch of 4.7 nm, as confirmed by TEM experiments. The internal diameter and the wall thickness of the nanotube are measured to be 14 and 3 nm, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biomimetic Materials / chemistry
  • Lipids / chemistry
  • Macrocyclic Compounds / chemistry*
  • Microscopy, Electron, Transmission
  • Models, Molecular
  • Molecular Conformation
  • Nanostructures / chemistry*
  • Thermodynamics


  • Lipids
  • Macrocyclic Compounds